12 Wine Tastings in New York Worth Booking

1.Long Island Wine and Food Day Trip with Sommelier host from NYC

★★★★★★★★★★4.5 · 53 reviews · 9 hours (approx.) · from $148Our pick

Leave Manhattan at 9 a.m. for Long Island’s North Fork with a certified sommelier such as Sam or Steve. Taste eight wines at two wineries, enjoy a locally sourced sandwich lunch, and return to Midtown after about nine hours. The winery lineup may vary.

“The trip out to the wineries on the north fork of Long Island was smooth and easy (1.5 hrs). Bus was comfortable and had a restroom. We went to 2 wineries, tasting 4 wines in each place. They were both very different styles of wine. Sam, the sommelier, had lots of wine knowledge and was able to discuss the characteristics of each wine etc. There was plenty of time to wonder around, buy wine or have an extra glass or 2 in the sun. Lunch consisted of 2 rolls, chips and water. All local produce from a local bakery and were very nice and sufficient for me. At the second…”

Check availability →Read our full review

2.Long Island Sommelier-Guided Wine Tasting Tour

★★★★★★★★★★4.8 · 27 reviews · 9 hours · from $159

Spend nine hours in Long Island wine country with a private sommelier guide, visiting two wineries for four tastings, vineyard walks, and winemaker conversations. You will also enjoy a locally sourced lunch, a farm-market stop, and a comfortable coach ride from Midtown Manhattan.

“The trip was great. The bus was clean and even had assigned seating. Tim was a great guide. The lunch was labeled so you were guaranteed to have your selection. The various wines were good. Overall, it was a great experience.”

Check availability →Read our full review

3.Tour and Tasting at Brooklyn Winery

★★★★★★★★★★4.7 · 22 reviews · 1 hour · from $45Best value

Spend one hour with an English-speaking wine educator at Brooklyn Winery in Williamsburg. Taste five wines made on site, learn about grape handling and fermentation, then stay for food pairings, more drinks, or bottles to take home. Guides such as Kirsten and Max bring warmth and humor to the lesson.

“We had a fantastic time with Kirsten - she was knowledgable, friendly, and gave us a special treat to try on the day. Thank you!”

Check availability →Read our full review

4.New York City Private Vintage Car Tour and Wine Tasting

★★★★★★★★★★4.5 · 15 reviews · 2 hours (approx.) · from $159

Spend two private hours with a licensed guide, chauffeur, and sommelier. Taste three wines at Central Park Cafe, hear stories of Prohibition and speakeasies, then cruise Midtown in a restored 1920s or 1930s car with photo stops.

“I reserved a week in advance and when I got there they claim they never saw my booking til the day of. The show still went on but he was not in the proper attire that was on the itinerary. Then later on at the wine tasting portion he was reading directly from the sheet as if didn’t have any experience regarding the wines. The overall event is nice but my experience was lackluster to say the least due to the fact they didn’t see my booking til the day of.”

Check availability →Read our full review

5.Private Champagne Sail to the Statue of Liberty

★★★★★★★★★★5.0 · 10 reviews Top rated

You and up to five companions sail aboard the private yacht SAGA from Pier 59. A licensed captain and dedicated crew handle the route and drinks while you enjoy champagne near the Statue of Liberty, Ellis Island, Governors Island, and Manhattan’s skyline.

“Excellent, magical, super friendly crew—truly a dream come true.”

Check availability →Read our full review

6.Champagne and Cheese Pairing Cruise

★★★★★★★★★★4.3 · 8 reviews · from $122

Board a 1920s-style yacht at Chelsea Piers for 90 minutes of Champagne, artisan cheese, and Lower Manhattan views. Your private grand-salon table comes with three self-guided pairings, while the leisure deck offers photo views of One World Trade Center, Ellis Island, and the Statue of Liberty.

“Host was a ton of fun and I really enjoyed our tour with my friend group for my bday!”

Check availability →Read our full review

7.Vintage Wine Tasting and Classic Car Combo Tour

★★★★★★★★★★3.4 · 6 reviews · 2 hours · from $175

Meet at Central Park Cafe for a private two-hour outing with a classic-car ride past Times Square, Bryant Park, Rockefeller Center, Hudson Yards, and the Empire State Building, followed by three wine pours and an interactive tasting. Some sessions may feature Georgian and Armenian wines or cocktails.

“l'expérience avec la voiture et l'histoire très bien. Par contre nous n'avons pas fait de dégustation de vin millésimes. 3 cocktails. les vins n'étant pas dispo. une déception. de plus j'ai réservé en français non dispo.”

Check availability →Read our full review

8.Private Romantic NYC Helicopter Scenic Charter with Champagne

★★★★★★★★★★4.0 · 6 reviews · 30 minutes (approx.)

Take a private 30-minute Airbus helicopter flight over New York City for up to five people. See the Statue of Liberty and Ellis Island from above, get your bearings quickly, and toast the ride with complimentary champagne mini bottles for passengers age 21 and older.

“Super smooth ride with amazing views. Pilot was very professional, fun, & safe. He made us feel comfortable.”

Check availability →Read our full review

9.Hudson Valley Wine Tour: NY’s only sommelier-guided tour!

★★★★★★★★★★4.4 · 5 reviews · 9 hours · from $159

Travel from Midtown Manhattan to two Hudson Valley wineries with an English-speaking sommelier guide. You’ll taste four wines, meet winemakers, walk among the vines, sample local cheese and bread, and stop at a farmers market. Guides Sam and Steve have helped make past trips lively and clear.

“Muy buena. La explicación del guía (Sam) fue entretenida y nos ayudó a entender y aprender algunas características de las uvas y viñedos de la zona. El conductor fue correcto, y la partida y llegada fueron en los tiempos definidos.”

Check availability →Read our full review

10.Private Scenic Helicopter Charter with Champagne

★★★★★★★★★★4.9 · 5 reviews · 30 min

Book a 30-minute private helicopter flight for up to five people over Manhattan, the Hudson and East Rivers, Central Park, bridges, and the Statue of Liberty. Your English-speaking pilot narrates the route, and passengers over 21 receive complimentary Champagne. Heliport locations vary by day.

Check availability →Read our full review

11.Romantic Valentine’s Day Champagne Cruise

★★★★★★★★★★3.7 · 3 reviews · from $134

Board a heated 1920s-style yacht at Pier 62 for a 90-minute Valentine's Day cruise around New York Harbor. You'll enjoy a four-wine sparkling flight, cheese, fruit, and other light bites while viewing Hudson Yards, the Statue of Liberty, One World Trade Center, and Lower Manhattan from the salon or open deck.

“The cruise was very enjoyable. It was exactly what I envisioned, and the is always a great thing. The crew, the champagne and cheese plate were all excellent. I would highly recommend this experience. Cheers.”

Check availability →Read our full review

12.NYC Helicopter Proposal Tour with Photos and Champagne

★★★★★★★★★★5.0 · 3 reviews

You and your partner fly privately from Westchester County Airport in an Airbus AS350 or H125, with Manhattan hotel transfers, roses, chocolates, Champagne, and an incognito photographer. Propose before, during, or after the flight, then return by car.

“Words can't express how happy I was with the whole experience, communication was excellent, I was very nervous, but was quickly put at ease, these folks really know what they're doing. The flight itself was amazing! I would highly recommend the extended flight. Everyone involved made the day so special and it helps that my gf said yes. I couldn't have asked for a more perfect day, 5 stars is not enough!”

Check availability →Read our full review